US8361386B2 - Enzyme detection - Google Patents
Enzyme detection Download PDFInfo
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- US8361386B2 US8361386B2 US12/280,290 US28029007A US8361386B2 US 8361386 B2 US8361386 B2 US 8361386B2 US 28029007 A US28029007 A US 28029007A US 8361386 B2 US8361386 B2 US 8361386B2
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- enzyme
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- detection device
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L3/00—Containers or dishes for laboratory use, e.g. laboratory glassware; Droppers
- B01L3/50—Containers for the purpose of retaining a material to be analysed, e.g. test tubes
- B01L3/505—Containers for the purpose of retaining a material to be analysed, e.g. test tubes flexible containers not provided for above
- B01L3/5055—Hinged, e.g. opposable surfaces
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/02—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving viable microorganisms
- C12Q1/04—Determining presence or kind of microorganism; Use of selective media for testing antibiotics or bacteriocides; Compositions containing a chemical indicator therefor
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
- C12Q1/37—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving peptidase or proteinase
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L2300/00—Additional constructional details
- B01L2300/06—Auxiliary integrated devices, integrated components
- B01L2300/069—Absorbents; Gels to retain a fluid
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L2300/00—Additional constructional details
- B01L2300/08—Geometry, shape and general structure
- B01L2300/0809—Geometry, shape and general structure rectangular shaped
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
- B01L2300/00—Additional constructional details
- B01L2300/08—Geometry, shape and general structure
- B01L2300/0887—Laminated structure
Definitions
- the present invention relates to an enzyme detection product and also to a method for detecting the presence of an enzyme.
- a kit for use by a dentist in order to analyse the gingival crevicular fluid of a patient for the presence of a protease enzyme A sample of the fluid is taken from the patient and is placed on a filter paper namely loaded with a primary reactant namely the synthetic peptide known as BANA (N a -benzoyl-dl-Arg ⁇ -naphthylamide).
- BANA synthetic peptide
- FIG. 1 in the presence of a protease, a napthylamine moiety is cleaved from the BANA peptide.
- Another portion of the filter paper is loaded with a secondary reactant DMAC (Dimethyl amino cinnamaldehyde).
- DMAC changes color (from colorless to pink/red).
- the filter paper is folded over bringing the area loaded with DMAC into contact with the area loaded with BANA and sample, to permit mixing thereof and any color change is observed. If a color change occurs then this is an indication that a protease is present in the patient's sample.
- gingival crevicular fluid is generally clear
- other samples may not be clear and therefore it is more difficult to observe the color change which may be taking place. For example, if the sample is blood, or contaminated with blood, then it has a strong background color of its own which may obscure the color which is produced in the reaction.
- the gingival crevicular fluid sample may contain a free primary aromatic amine group or an analogue thereof which can react with the DMAC in order to result in a color change even when no protease is present and the BANA peptide has not been cleaved.
- the present invention seeks to alleviate one or more of the above problems.
- an enzyme detection product for detecting the presence of an enzyme in a sample comprising:
- the reaction zone is pre-treated with the reactant.
- the product further comprises a membrane interposable between the reaction zone and the visualization zone, the membrane preventing passage from the reaction zone to the visualization zone of components having a size greater than a threshold size and wherein the reaction product has a size less than the threshold size.
- the membrane has a molecular weight threshold. This is preferably of less than 100 kDa, 50 kDa, 10 kDa, 5 kDa, 1 kDa or 500 Da.
- the membrane is opaque.
- reaction zone and/or the visualization zone comprise films made of an absorbent material which hydrates but does not dissolve in the presence of water.
- the film is made from PVA, pectin, acrylamide, agarose, pululan or a carrageenan.
- the visualization zone is made from a material which allows uniform color development.
- reaction zone and the visualization zone are hingedly connected to each other and may be brought into contact with each other by flexing about the hinge.
- At least one of the reaction zone and visualization zone has an adhesive area extending around its perimeter for sealingly contacting the reaction zone with the visualization zone.
- the visualization zone is mounted on a leaf, there being provided an aperture in the leaf, for viewing of the visualization zone.
- the aperture is covered by a transparent window.
- the reaction zone has a sump made from an absorbent material located adjacent to it.
- a layer is located between the reaction zone and the sump, such as an adhesive layer. It is particularly preferred that the layer extends laterally outwardly of the reaction zone. For example, if the reaction zone and the layer are circular then the layer has a greater diameter than the reaction zone.
- reaction zone and visualization zone is covered by a removable protective film.
- the visualization zone comprises a second reactant capable of reacting with the reaction product to generate the signal.
- the enzyme is a protease; the first reactant being the BANA peptide and the second reactant being D-MAC.
- the enzyme detection product further comprises a sample dispersion means for facilitating the lateral movement of the sample; breaking up the surface of the reaction zone and forming channels therein to conduct the sample therethrough.
- a method of detecting the presence of an enzyme in a sample comprising the steps of:
- step ii) comprises using a selective membrane to separate components in the mixture.
- step ii) comprises observing the reaction product or a signal released by the reaction product.
- step i) is carried out on a reaction substrate and step iii) is carried out on a visualization substrate.
- the method further comprises the step of, after step i), contacting the reaction substrate with the visualization substrate.
- step iii) comprises providing a second reactant, which reacts with the reaction product to generate a signal.
- the method uses an enzyme detection product of the invention.
- FIG. 1 is a schematic diagram of the reaction of a protease enzyme, BANA and DMAC;
- FIG. 2 is a perspective view of an enzyme detection product in accordance with one embodiment of the invention.
- FIG. 3A is a cross-sectional view along the line A-A of the enzyme detection product shown in FIG. 2 ;
- FIG. 3B is a cross-sectional view of the enzyme detection product of FIG. 2 along the line B-B;
- FIG. 4 is a schematic cross-sectional view of an enzyme detection product according to an alternative embodiment
- FIG. 5 is a graph showing color development of an enzyme detection product according to one embodiment
- FIG. 6 is a plan view of a colorimeter used in the test whose results are shown in FIG. 5 ;
- FIG. 7 is an image of an enzyme detection product according to another embodiment, following usage
- FIG. 8 is an image of an enzyme detection product according to another embodiment, following usage
- FIG. 9 is graph showing color development of an enzyme detection product according to another embodiment.
- FIG. 10 is graph showing color development of an enzyme detection product according to another embodiment
- FIG. 11 is an image of an enzyme detection product according to another embodiment, following usage
- FIG. 12 is an image of an enzyme detection product according to another embodiment, following usage
- FIG. 13 is a cross-sectional diagram of an enzyme detection product according to a further embodiment.
- FIG. 14 is an image of an enzyme detection product according to another embodiment, following usage.
- an enzyme detection product 1 comprises a paper or cardboard book 2 comprising first and second leaves 3 , 4 of identical shape and size connected at a spine 5 .
- the spine 5 acts as a hinge between the first and second leaves 3 , 4 .
- first aperture 6 In the centre of the first leaf 3 , there is provided a first aperture 6 in the book 2 . On top of the first leaf 3 , covering the aperture 6 is provided a visualization pad 7 which is covered by a protective film prior to use (not shown).
- the internal face of the first leaf 3 carries a first adhesive film 8 , in which there is an aperture 9 aligned with, but larger than, the first aperture 6 .
- a visualization film 10 made from polyvinyl alcohol (PVA) which hydrates but does not dissolve in the presence of water.
- PVA polyvinyl alcohol
- the visualization film 10 contains DMAC and HCl within its structure.
- the visualization film 10 though centred on the aperture 6 , is smaller than the first adhesive film 8 .
- the visualization film 10 is optically clear, carries no inherent color and allows uniform color development. It is non-porous before use.
- a membrane 11 On top of the visualization film 10 is provided a membrane 11 , which is bigger than the film 10 and thus overlaps the visualization film 10 and connects at its edges onto the first adhesive film 8 . Nonetheless, the membrane 11 is smaller than the first adhesive film 8 so that the edges 12 of the first adhesive film 8 extend outwardly from the membrane 1 .
- the membrane 11 is opaque and is preferably white in color. It contains a plurality of pores (not shown). The pores render the membrane selective of the molecules which may pass through it. More specifically, molecules having a molecular weight of above a threshold size of 500 daltons cannot pass through the membrane 11 , but molecules having a molecular weight of less than 500 daltons may pass through the membrane. In alternative embodiments, the threshold size is greater than 500 Da and may, for example be 1 kDa or 5 kDa.
- the second leaf 4 has a reaction pad 13 located in its centre.
- the reaction pad 13 is located on the second leaf 4 facing the visualization pad 7 of the first leaf 3 . Covering the reaction zone 13 is a removable foil wrapper (not shown). Referring now to FIG. 3B , the reaction pad 13 will be described in further detail.
- the reaction pad 13 comprises, attached to the second leaf 4 , a second adhesive film 14 .
- On top of the adhesive film 14 (although of a smaller size than the adhesive film 14 ) is provided an absorbent sump 15 .
- On top of the absorbent pad 15 is provided a reaction film 16 made from polyvinyl alcohol (PVA) and having impregnated into it the synthetic peptide BANA and a sample dispersion material.
- the sample dispersion material is a fabric which facilitates the lateral movement of the sample on the reaction film 16 by breaking up the surface of the reaction film 16 and forming channels in it through which the sample can be conducted.
- the reaction film 16 is of the same size as the visualization film 10 and is thus smaller than the absorbent sump 15 such that the edges 17 of the second adhesive film 14 extend outwardly of the reaction film 16 .
- the book 2 is opened to separate the first and second leaves 3 , 4 and the protective films (not shown) covering the visualization pad 7 and the reaction pad 13 are removed.
- the sample to be tested e.g. blood
- the sample to be tested is deposited on the reaction film 16 . Any run-off from the sample is absorbed by the sump 15 .
- the first and second leaves 3 , 4 of the book 2 are pressed together after an appropriate reaction time (e.g. 60 seconds), such that the edges 12 of the first adhesive film 8 meet the edges 17 of the second adhesive film 14 and cause adhesion between the first and second leaves 3 , 4 .
- the adhesion of the first and second leaves 3 , 4 to each other seals the sample within the book 2 , which thus hygienically contains the sample.
- any protease enzyme active in the sample will begin hydrolyzing the BANA peptide and releasing the napthylamine moiety even before the leaves 3 , 4 are brought together.
- the napthylamine moiety is small enough to pass through the membrane 11 and onto the reaction film 10 .
- Other components of the sample which have a molecular weight bigger than the threshold size of 500 daltons are unable to pass through the membrane 11 .
- the DMAC and napthylamine condense and change color to red/pink (see FIG. 1 ).
- the visualization film 10 is visible through the first and second apertures 6 , 9 in the first leaf 3 and the first adhesive film 8 and thus an observer may see the color change that takes place.
- the membrane 11 is preferably white in color, opaque and forms a background to the visualization film 10 , it assists an observer in making an unbiased assessment of the color change, regardless of sample-derived interfering color.
- the color change is indicative of the presence of a protease enzyme in the sample.
- the degree of color change (hue, saturation and absorbance) and the rate of color change are dependent on the enzyme concentration in the sample and reaction time.
- the napthylamine moiety is not released from the reaction film 16 , so when the two leaves 3 , 4 of the book I are brought into contact, the DMAC compound reacts with HCl present in the visualization film 10 in the presence of the fluid sample to produce a yellow colored product.
- a transparent slide or window is attached to the first leaf 3 , covering the first aperture 6 , on the opposite side of the first leaf 3 from the first adhesive film 8 .
- the transparent slide permits viewing of the visualization film 10 , but does not permit ingress of contaminants or egress of the sample.
- reaction film 16 and the visualization film 10 are instead made from other materials which hydrate but do not dissolve in water such as acrylamide, agarose, pululan or carrageenans.
- reaction film 16 is impregnated with BANA peptide and the visualization film 10 is impregnated with DMAC.
- a different set of reactants may be provided on the reaction film 16 and the visualization film 10 , respectively.
- DMAC can also be replaced with Fast Garnet (a zinc stabilized diazonium salt) or Fast Black.
- the napthylamide group of BANA can be attached to any amino acid sequence of choice to enable detection of particular proteases.
- BANA in order to test for the presence of the enzyme neutophil elastase BANA is replaced with H-DL-Ala-bNA (Bachem).
- Reactants can be designed and synthesized for the detection of the presence of the activity of a particular protease enzyme using napthylamide or napthylamide ester labels.
- the reactant casein is provided on the reaction film instead of BANA and the reactant ninhydrin is provided on the visualization film instead of DMAC.
- any reactant is provided on the visualization film 10 .
- FIG. 4 another embodiment is shown schematically.
- like components have the same numbering as in the previous embodiments.
- the first and second leaves 3 , 4 have a visualization film 10 covered by a selective membrane 11 and a reaction film 16 , respectively.
- An aperture 6 is provided in the first leaf 3 , above the visualization film 10 .
- the reaction film 16 is impregnated with a cleavable peptide 18 having a fluorophore group 19 covalently attached to one end 20 thereof and a quencher group 21 attached to the other end 22 of the peptide.
- the peptide 18 is sensitive to a protease enzyme, in that a protease enzyme will cleave the peptide 18 separating the first end 20 to which the fluorophore group 19 is conjugated from the search end 22 to which the quencher group 21 is conjugated.
- the cleaved first end 20 is small enough to pass through the membrane 11 , away from the quencher 23 located on the remaining peptide 18 , and into the visualization film 10 , where, under incident light 23 it may be observed to fluoresce visible light 24 .
- the visualization film 10 does not contain a component which reacts with any other component and instead acts as a receptacle and viewing area for the reaction product (i.e. the fluorophore group 21 bound to the first end 20 ).
- Mca when not in proximity to Dpa, can be detected fluorometrically at 392 nm (excitation 325 nm).
- the reactant in the reaction film 16 is a peptide, the carboxy end of which is linked via an amide bond to a p-Nitroanilide group. If the peptide is cleaved by a protease enzyme then this releases a p-nitroaniline group which passes through the membrane 11 and is visible as it is yellow in color.
- BANA is provided on the reaction film 16 but no DMAC is provided in the visualization film 10 .
- the reactant provided on the reaction film 16 is DL arginine amino methyl L coumarin which also releases a fluorescent cleavage product in the presence of a protease enzyme.
- the present invention is not limited to products for the detection of a protease enzyme.
- reactants are provided on the reaction film 16 and, optionally also the visualization film 10 , which are responsive to other enzymes in a sample.
- amylase is detected by the release of glucose from amylose in the reaction film 16 .
- the visualization film 10 contains glucose oxidase and an appropriate chromogen, of a type widely known by those skilled in the art.
- H-Ala- ⁇ NA film was prepared as follows; discs of gauze were cut to fit inside the base of a standard 18 cm microbiological Petri dish. Further, 20 mgs of H-Ala- ⁇ NA was weighed out and added to a universal bottle with 1 ml of DMSO to dissolve. The following reagents were added to the dissolved substrate; 1.5 mls of tris buffer, 100 ⁇ l of Brij 35 and 7.5 mls of 5% PVA, The tube was gently inverted to facilitate mixing of the components before pouring the suspension into the Petri dish to cover the gauze. The open dish was placed in a fume hood to dry at ambient temperature for approximately 20 hours.
- DMAC films were prepared as follows; 15 mgs of DMAC weighed out and added to a universal with 1.5 mls of MeOH to dissolve. 3.75 mls of HCL was added followed by 2.25 mls of deionised water and 7.5 mls of 5% PVA. The components were mixed by inverting the tube prior to pouring into a clean empty Petri dish. The film was dried at ambient temperature for approximately 20 hours in a fume hood.
- the cartridge paper was cut into rectangles of approximately 10 ⁇ 5 cm, these were folded in half and the centre point was marked with a pencil on the front cover.
- a circular punch was used to cut a aperture approximately 12 mm diameter in the front cover of the booklets. The hole was then used to mark the central location on the inside of the opposing leaf of the construction.
- Pieces of double sided tape were applied to the inner left and right hand sides.
- Film (described above) was cut with circular punches; the H-Ala- ⁇ NA was cut with the 12 mm diameter punch and applied to the inner right hand side sticky tape to give the sample application area.
- DMAC film was cut with a slightly larger punch approximately 15 mm diameter and secured on the double sided tape on the inner left hand side to cover the aperture.
- Porcine pancreatic elastase (Sigma) was prepared to give approximately 20 mg/ml in Tris buffer pH 8.
- the colorimeter is shown in FIG. 6 . It consists of a white LED light source and color sensing chip as detector in a black plastic case to remove ambient light. Components or the colorimeter are as follows: opening for reading devices with white LED 30 ; power supply 31 ; connection to computer 32 ; on/off switch 33 ; and elastic bands to hold devices in place 34 .
- Raw data is converted by embedded software to give Hue (H), Saturation (S) and Intensity (V) values as well as Red (R), Green (G) and Blue (B) to a terminal emulator application. The readings from the device are based on the color wheel principle.
- BANA films were prepared as per the H-Ala- ⁇ NA film, but with subtle changes. Discs of cotton gauze were cut to fit the inside of a standard 18 cm microbiological petri dish. 20 mg of BANA were added to a universal and dissolved in 1 ml of DMSO. The following reagents were added; 1 ml of phosphate/EDTA buffer 0.5 ml of deionised water and 7.5 mls of 5% PVA. The suspension was mixed gently and then poured onto the gauze and placed in a fume hood to dry at ambient temperature for approximately 20 hours.
- a piece of cartridge paper approximately 12 ⁇ 5 cm was prepared with small 5 small holes (approximately 5 mm diameter). The holes were each covered with a small square of double sided tape. BANA film was cut to fit the tape on the holes and applied. Prepared papain enzyme standards at 700, 350, 70, 7 ⁇ gml in a deionised water with 0.01% cysteine, diluent. A negative of diluent only was also used. The enzyme and control samples were applied at 20 ⁇ l per BANA film and incubated at room temperature. The progress of fluorescence development was checked at approximately 5 minute intervals on a UV light box. The results after approximately 14 minutes are given in FIG. 7 and are tabulated in Table 1.
- a film was prepared as described in ‘A’ with the following exception; 10 mg of Bz-DL-Arg_AMC.HCL was added to the DMSO instead of BANA.
- Devices materials were prepared and assembled according to our standard methodologies described above. On day 0 (defined as the day materials were dry and ready for device assembly) devices were run to give day 0 results against which stored materials could be compared. Solutions containing papain at concentrations of 500 and 5 ⁇ gml and a negative of the diluent only (50 ⁇ l volumes per test) were applied to devices for an incubation period of 10 minutes. The booklets were closed and the color development was monitored using the Mologic booklet device colorimeter which measures the following parameters at 1 second intervals, Hue (H) Saturation (S) Brightness (V) Redness (R) Greenness (G) and Blueness (B). Devices were stored at 4° C. without a dessicant and assayed over the following 28 days with data for day 0 and day 28 listed below.
- FIGS. 9 and 10 show The calorimeter output measurement data for Hue and saturation using the following equation: 1/H ⁇ S.
- the data are shown in FIGS. 9 and 10 .
- FIG. 9 shows a graph showing replicate data for the papain standards tested on day 0 devices.
- FIG. 10 shows a graph showing replicate data for papain standards tested on day 28.
- Table 3 compares the calculated slopes and readings at certain time points.
- the data illustrates a reduced rate of signal development in the day 28 positive samples.
- the comparison of the averaged data shows little significant change in the final signal values, in the case of positive samples this is achieved in a slightly longer time frame.
- FIG. 11 shows digital images of booklets without a selective membrane (control booklets) and with a MWCO 3,500 dialysis membrane following 15 minute incubation. The results are tabulated in Table 4.
- FIG. 12 is a digital image of booklets according to FIG. 3B with and without a sink using 40 and 70 ⁇ l sample volume showing effect of liquid removal from Sample Pad and Reduced Signal. The results are tabulated in Table 5.
- FIG. 13 A diagram of such an embodiment is shown in FIG. 13 .
- Components of FIG. 13 are as follows: DMAC/PVA Film 35 ; Double Sided Tape 36 ; BANA/PVA/Gauze Film 37 ; and sink/sump 38 .
- a digital image of booklets with and without sink tested using 150 ⁇ l sample volume is shown in FIG. 14 . The results are tabulated in Table 6.
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Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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GB0603664.4 | 2006-02-23 | ||
GB0603664A GB2435510A (en) | 2006-02-23 | 2006-02-23 | Enzyme detection product and methods |
PCT/GB2007/000643 WO2007096642A1 (fr) | 2006-02-23 | 2007-02-23 | Détection d'enzyme |
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PCT/GB2007/000643 A-371-Of-International WO2007096642A1 (fr) | 2006-02-23 | 2007-02-23 | Détection d'enzyme |
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US13/733,438 Continuation US8846328B2 (en) | 2006-02-23 | 2013-01-03 | Method for detecting the presence of a protease enzyme in a sample |
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US20090191582A1 US20090191582A1 (en) | 2009-07-30 |
US8361386B2 true US8361386B2 (en) | 2013-01-29 |
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US12/280,290 Expired - Fee Related US8361386B2 (en) | 2006-02-23 | 2007-02-23 | Enzyme detection |
US13/733,438 Expired - Fee Related US8846328B2 (en) | 2006-02-23 | 2013-01-03 | Method for detecting the presence of a protease enzyme in a sample |
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US13/733,438 Expired - Fee Related US8846328B2 (en) | 2006-02-23 | 2013-01-03 | Method for detecting the presence of a protease enzyme in a sample |
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US (2) | US8361386B2 (fr) |
EP (1) | EP1986779A1 (fr) |
JP (1) | JP5570729B2 (fr) |
AU (1) | AU2007217119B2 (fr) |
GB (1) | GB2435510A (fr) |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8846328B2 (en) * | 2006-02-23 | 2014-09-30 | Mologic Ltd | Method for detecting the presence of a protease enzyme in a sample |
US10386376B2 (en) | 2015-11-09 | 2019-08-20 | Jeimei, Llc | Sample container with integrated test strip |
US10568839B2 (en) | 2011-01-11 | 2020-02-25 | Capsugel Belgium Nv | Hard capsules |
US11319566B2 (en) | 2017-04-14 | 2022-05-03 | Capsugel Belgium Nv | Process for making pullulan |
US11576870B2 (en) | 2017-04-14 | 2023-02-14 | Capsugel Belgium Nv | Pullulan capsules |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2435512A (en) | 2006-02-23 | 2007-08-29 | Mologic Ltd | A binding assay and assay device |
GB2435511A (en) | 2006-02-23 | 2007-08-29 | Mologic Ltd | Protease detection |
GB2437311A (en) * | 2006-04-07 | 2007-10-24 | Mologic Ltd | A protease detection product |
GB2454672A (en) * | 2007-11-13 | 2009-05-20 | Mologic Ltd | Chromogenic protease substrates |
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Also Published As
Publication number | Publication date |
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WO2007096642A1 (fr) | 2007-08-30 |
GB2435510A (en) | 2007-08-29 |
EP1986779A1 (fr) | 2008-11-05 |
JP2009527246A (ja) | 2009-07-30 |
JP5570729B2 (ja) | 2014-08-13 |
AU2007217119A1 (en) | 2007-08-30 |
US20130189719A1 (en) | 2013-07-25 |
AU2007217119B2 (en) | 2012-04-19 |
US8846328B2 (en) | 2014-09-30 |
US20090191582A1 (en) | 2009-07-30 |
GB0603664D0 (en) | 2006-04-05 |
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